Product Name

  • Name

    Thymidine

  • EINECS 200-070-4
  • CAS No. 50-89-5
  • Article Data200
  • CAS DataBase
  • Density 1.452 g/cm3
  • Solubility soluble in water
  • Melting Point 186-188 °C(lit.)
  • Formula C10H14N2O5
  • Boiling Point 385.05°C (rough estimate)
  • Molecular Weight 242.232
  • Flash Point
  • Transport Information
  • Appearance white crystalline powder
  • Safety 22-24/25-37/39-26
  • Risk Codes 20/21/22-40-36/37/38
  • Molecular Structure Molecular Structure of 50-89-5 (Thymidine)
  • Hazard Symbols IrritantXi
  • Synonyms 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione;5-Methyl-2'-deoxyuridine;2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-;2'-Deoxythymidine;5-Methyldeoxyurindine;Uridine, 2'-deoxy-5-methyl-beta-D-Ribofuranoside, thymine-1 2-deoxy-;dT;UNII-VC2W18DGKR;Thyminedeoxyriboside;Thymine-2-deoxyriboside;
  • PSA 104.55000
  • LogP -1.51430

Synthetic route

5'-O-(4-4'-dimethoxytrityl)thymidine
40615-39-2

5'-O-(4-4'-dimethoxytrityl)thymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With zinc dibromide In nitromethane for 0.0166667h; Ambient temperature;100%
With zinc dibromide In nitromethane Kinetics; Ambient temperature; in various solvent:CH2Cl2, THF, Acetone, Dioxane; other 5'-deoxytritylnucleosides;100%
With β-naphthol In dichloromethane for 0.166667h; Product distribution / selectivity; Irradiation with mercury arc lamp;97%
5'-O-tritylthymidine
7791-71-1

5'-O-tritylthymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With silica gel; trifluoroacetic acid In methanol; chloroform100%
Stage #1: 5'-O-tritylthymidine With carbon tetrabromide In methanol for 0.5h; Irradiation;
Stage #2: In methanol at 20℃; for 12.5h;		97%
With carbon tetrabromide In methanol at 20℃; for 13h; Irradiation;97%
1-[(2R,4S,5R)-5-(hydroxymethyl)-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
1335224-06-0

1-[(2R,4S,5R)-5-(hydroxymethyl)-4-[2-(4-hydroxyphenyl)-2-oxoethoxy]tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
In methanol; water for 0.00416667h; Photolysis;100%
3',5'-diacetylthymidine
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With lipase A from Aspergillus niger In aq. phosphate buffer; acetonitrile at 25℃; for 2h; pH=7; Enzymatic reaction;99%
With ammonium hydroxide at 20℃; Inert atmosphere;
With methanol; sodium methylate at 44℃; under 760.051 Torr; for 1h; Large scale reaction;295.6 g
With methanol; sodium methylate for 1h; Reflux;
3',5'-O-di(tert-butyldimethylsilyl)thymidine
40733-26-4

3',5'-O-di(tert-butyldimethylsilyl)thymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature;98%
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature;95%
With acetyl chloride In methanol for 2.5h;90%
thymidine 5'-(3'',5''-dimethoxybenzoin)carbonate
167872-02-8

thymidine 5'-(3'',5''-dimethoxybenzoin)carbonate

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
In benzene for 1h; Irradiation;98%
5'-O-(9-phenylthioxanthyl)-2'-deoxythimidine
82161-35-1

5'-O-(9-phenylthioxanthyl)-2'-deoxythimidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
In water; acetonitrile Hydrolysis; Irradiation;97%
3',5'-diacetylthymidine
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

p2(Ac-Cys-(Asp)4-Asp-COOH)-modified immobilized BTL*S196C enzyme

p2(Ac-Cys-(Asp)4-Asp-COOH)-modified immobilized BTL*S196C enzyme

A

5'-O-acetylthymidine
35898-31-8

5'-O-acetylthymidine

B

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With sodium acetate In acetonitrile at 25℃; for 100h; pH=5; pH-value; Time; Reagent/catalyst; regioselective reaction;A 97%
B 3%
...Expand
5'-tert-butyldimethylsilyloxy-2'-deoxythymidine
40733-28-6

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With Decaborane In tetrahydrofuran; methanol at 20℃; for 6h;96%
With iodine(I) bromide In methanol; dichloromethane for 2h; Ambient temperature;95%
With potassium tert-butylate In N,N-dimethyl-formamide for 24h; Ambient temperature;92%
C23H31BN2O7

C23H31BN2O7

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With dihydrogen peroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 0.333333h; pH=7.2; Reagent/catalyst;96%
3-methylthymidine
958-74-7

3-methylthymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction;94%
5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)thymidine
166758-13-0

5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)thymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide for 1.5h; Ambient temperature;93%
5'-O-trityl-3'-O-tert-butyldimethylsilyl thymidine
213552-25-1

5'-O-trityl-3'-O-tert-butyldimethylsilyl thymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature;93%
Carbonic acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-trimethylsilanyl-ethyl ester
78687-52-2

Carbonic acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-trimethylsilanyl-ethyl ester

A

ethene
74-85-1

ethene

B

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

C

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
zinc dibromide In tetrahydrofuran at 20℃; for 0.166667h; deprotection of TMSEC derivat with various catalyst;A n/a
B n/a
C 92%
...Expand
5'-O-(4-monomethoxytrityl)-2'-deoxythymidine
42926-80-7

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With cerium(IV) triflate; water In acetonitrile at 25℃; for 0.5h;92%
With zinc dibromide In nitromethane Kinetics; Ambient temperature;
Multi-step reaction with 7 steps
1: 82 percent / 1.)collidine 2.)I2, H2O / tetrahydrofuran
2: 91 percent
3: 25 percent / 1.)Dowex(Py+) 2.)Ph3P-CCl4
4: 76 percent / NaH/CS2 / dimethylformamide
5: 80 percent / 80percent acetic acid
6: ClCN/H2O/collidine / tetrahydrofuran
7: snake venom phosphodiesterase
View Scheme
phenacyl 5'-thymidine carbonate
252979-74-1

phenacyl 5'-thymidine carbonate

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With 9,10-dimethylanthracene In acetonitrile for 4h; UV-irradiation;91%
With N-methylcarbazole In acetonitrile for 4h; UV-irradiation;81%
In acetonitrile for 3h; UV-irradiation;
3',5'-diacetylthymidine
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

BTL*-A193C enzyme

BTL*-A193C enzyme

A

3'-O-acetylthymidine
21090-30-2

3'-O-acetylthymidine

B

5'-O-acetylthymidine
35898-31-8

5'-O-acetylthymidine

C

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With sodium acetate In acetonitrile at 25℃; for 72h; pH=5; regioselective reaction;A 91%
B 3%
C 6%
...Expand
2'-bromo-2'-deoxy-5-methyluridine

2'-bromo-2'-deoxy-5-methyluridine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol; toluene at 45℃; under 2068.65 Torr; for 6h;90.9%
2'-chlorothymidine
54898-34-9

2'-chlorothymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With hydrogen; nickel In aq. phosphate buffer at 40℃; under 760.051 Torr; for 8h; pH=7.2; Reagent/catalyst; Temperature; pH-value; Green chemistry;90.3%
2'-bromothymidine
95585-76-5

2'-bromothymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With hydrogen; nickel In methanol under 2327.2 Torr;90%
With hydrogen; nickel In aq. phosphate buffer at 10 - 20℃; under 760.051 Torr; for 10h; pH=7.4; Green chemistry;38.6g
3',5'-bis-O-(tert-butyldiphenylsilyl)-thymidine
118068-35-2

3',5'-bis-O-(tert-butyldiphenylsilyl)-thymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature;89%
5-(benzyloxy)methyl-2′-deoxyuridine
19083-35-3

5-(benzyloxy)methyl-2′-deoxyuridine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 0.5h; Inert atmosphere;88%
3',5'-di-O-levulinylthymidine
440327-37-7

3',5'-di-O-levulinylthymidine

A

3'-O-levulinoylthymidine
78635-98-0

3'-O-levulinoylthymidine

B

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With Candida antarctica lipase B; phosphate buffer In 1,4-dioxane at 40℃; for 24h; pH=7;A 85%
B n/a
5-Methyluridine
1463-10-1

5-Methyluridine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With bis(phenyl) carbonate; sodium hydrogencarbonate In water; ethyl acetate; N,N-dimethyl-formamide for 1h; Heating / reflux;85%
With hydrogenchloride; hydrogen; nickel; carbonic acid dimethyl ester; sodium hydroxide In methanol; N,N-dimethyl acetamide at 50 - 110℃; under 4500.45 Torr; for 28h; Solvent; Reagent/catalyst; Temperature; Pressure; Industrial scale;
Multi-step reaction with 3 steps
1: sodium hydroxide; Diethyl carbonate / N,N-dimethyl-formamide / 8 h / 120 °C
2: hydrogen bromide / N,N-dimethyl-formamide / 4 h / 40 °C
3: hydrogen; nickel / aq. phosphate buffer / 10 h / 10 - 20 °C / 760.05 Torr / pH 7.4 / Green chemistry
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide; Diethyl carbonate / N,N-dimethyl-formamide / 8 h / 120 °C
2: hydrogenchloride / N,N-dimethyl acetamide / 5 h / 60 °C
3: hydrogen; nickel / aq. phosphate buffer / 8 h / 40 °C / 760.05 Torr / pH 7.2 / Green chemistry
View Scheme
3',5'-O-di(tert-butyldimethylsilyl)thymidine
40733-26-4

3',5'-O-di(tert-butyldimethylsilyl)thymidine

A

3'-O-(t-butyldimethylsilyl)thymidine
40733-27-5

3'-O-(t-butyldimethylsilyl)thymidine

B

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With phosphomolybdic acid In methanol at 20℃; for 3h; Solvent; Reagent/catalyst; regioselective reaction;A 85%
B 9%
3',5'-di-O-methoxyacetylthymidine
92447-12-6

3',5'-di-O-methoxyacetylthymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 20℃; for 1h;84%
N3-benzoyl thymidine
94189-75-0

N3-benzoyl thymidine

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With benzyl alcohol at 90℃; for 30h;82%
With ammonium hydroxide for 1h; Ambient temperature;
3',5'-diacetylthymidine
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

p6(Ac-Cys-(Phe-Gly)2-Asp-Asp-CONH2)-modified immobilized BTL*-S196C enzyme

p6(Ac-Cys-(Phe-Gly)2-Asp-Asp-CONH2)-modified immobilized BTL*-S196C enzyme

A

3'-O-acetylthymidine
21090-30-2

3'-O-acetylthymidine

B

5'-O-acetylthymidine
35898-31-8

5'-O-acetylthymidine

C

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With sodium acetate In acetonitrile at 25℃; for 48h; pH=5; regioselective reaction;A 2%
B 82%
C 16%
...Expand
C31H33N3O5
1220688-60-7

C31H33N3O5

thymidine
50-89-5

thymidine

Conditions
ConditionsYield
With methanol for 1h; UV-irradiation;81%
acetic anhydride
108-24-7

acetic anhydride

thymidine
50-89-5

thymidine

3',5'-diacetylthymidine
6979-97-1, 97834-40-7, 142405-86-5

3',5'-diacetylthymidine

Conditions
ConditionsYield
With pyridine for 2h;100%
With pyridine at 20℃;99%
With dmap98%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

thymidine
50-89-5

thymidine

3',5'-O-bis-(trimethylsilyl)-thymidine
10457-18-8

3',5'-O-bis-(trimethylsilyl)-thymidine

Conditions
ConditionsYield
With pyridine; N-ethyl-N,N-diisopropylamine at 20℃; for 0.5h;100%
With N-ethyl-N,N-diisopropylamine In pyridine for 0.5h; Ambient temperature;
With pyridine at 20℃;
Isopropenyl acetate
108-22-5

Isopropenyl acetate

thymidine
50-89-5

thymidine

5'-O-acetylthymidine
35898-31-8

5'-O-acetylthymidine

Conditions
ConditionsYield
With subtilisin 8350 In N,N-dimethyl-formamide at 45℃; for 36h;100%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

thymidine
50-89-5

thymidine

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine
40733-28-6

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 5h;100%
With silver nitrate In tetrahydrofuran98%
With dmap In pyridine at 20℃; for 10h;97%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

thymidine
50-89-5

thymidine

3',5'-O-di(tert-butyldimethylsilyl)thymidine
40733-26-4

3',5'-O-di(tert-butyldimethylsilyl)thymidine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;100%
With pyridine; 1H-imidazole Inert atmosphere;100%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

thymidine
50-89-5

thymidine

5'-O-tert-butyldiphenylsilylthymidine
101527-40-6

5'-O-tert-butyldiphenylsilylthymidine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at -50 - 20℃; for 4h;100%
With pyridine; dmap for 6h; Ambient temperature;95%
With dmap In pyridine for 48h; Ambient temperature;93%
4-bromo-1-fluorobutane
462-72-6

4-bromo-1-fluorobutane

thymidine
50-89-5

thymidine

N-3-(4-fluoro-n-butyl)thymidine

N-3-(4-fluoro-n-butyl)thymidine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetone at 20℃; for 72h;100%
mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

thymidine
50-89-5

thymidine

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine
42926-80-7

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

Conditions
ConditionsYield
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 3.5h;99%
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;97%
With pyridine94%
thymidine
50-89-5

thymidine

2'-deoxy-5-(trideuteriomethyl)uridine
74848-84-3

2'-deoxy-5-(trideuteriomethyl)uridine

Conditions
ConditionsYield
With d(4)-methanol; palladium on activated charcoal; hydrogen at 160℃; for 24h;99%
With deuterium; platinum(IV) oxide In water-d2 at 75 - 80℃; for 72h;85%
With hydrogen; water-d2; platinum(IV) oxide at 50 - 60℃; for 192h;75%
thymidine
50-89-5

thymidine

5’-bromo-5’-deoxythymidine
25905-51-5

5’-bromo-5’-deoxythymidine

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In N,N-dimethyl acetamide at 20℃; for 5.5h; Appel Halogenation; Inert atmosphere;99%
With carbon tetrabromide; triphenylphosphine In pyridine for 1h;66%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

thymidine
50-89-5

thymidine

(+)-5-methyl-1-((2R,4S,5R)-4-((triisopropylsilyl)oxy)-5-(((triisopropyl-silyl)oxy)methyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione
54925-58-5

(+)-5-methyl-1-((2R,4S,5R)-4-((triisopropylsilyl)oxy)-5-(((triisopropyl-silyl)oxy)methyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione

Conditions
ConditionsYield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 50℃; for 16h;99%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

thymidine
50-89-5

thymidine

3',5'-dimethanesulfonylthymidine

3',5'-dimethanesulfonylthymidine

Conditions
ConditionsYield
With pyridine In water98.6%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

thymidine
50-89-5

thymidine

1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine
97626-18-1

1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;98%
With pyridine at 20℃; for 4h; Inert atmosphere;95%
With pyridine for 0.333333h; Ambient temperature;85%
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 0℃; for 4h;49.9 g
With pyridine at 20℃; for 40h; Inert atmosphere;
thymidine
50-89-5

thymidine

5,6-dihydrothymidine
5627-00-9

5,6-dihydrothymidine

Conditions
ConditionsYield
With Rh/Al2O3; hydrogen In methanol; water for 168h;98%
With hydrogen; Rh/Al2O3 In methanol; water under 2585.7 Torr; for 48h;96%
With Rh/Al2O3; hydrogen In water at 20℃; under 22502.3 Torr;85%
2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

thymidine
50-89-5

thymidine

3',5'-O-bis(trimethylacetyl)thymidine

3',5'-O-bis(trimethylacetyl)thymidine

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In dichloromethane; water at 25℃; for 24h;98%
vinyl benzoate
769-78-8

vinyl benzoate

thymidine
50-89-5

thymidine

5'-benzoylthymidine
35898-29-4, 65475-51-6

5'-benzoylthymidine

Conditions
ConditionsYield
With Candida antarctica lipase B In tetrahydrofuran at 60℃; for 63h;98%
With Candida antarctica lipase B In tetrahydrofuran at 60℃; for 116h; Inert atmosphere; Enzymatic reaction; regioselective reaction;93%
thymidine
50-89-5

thymidine

5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid
72072-06-1

5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid

3',5'-di-O-(Boc-ALA)thymidine
1131245-46-9

3',5'-di-O-(Boc-ALA)thymidine

Conditions
ConditionsYield
With dmap; triethylamine; dicyclohexyl-carbodiimide In 1,4-dioxane; dichloromethane at 0 - 20℃;98%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

thymidine
50-89-5

thymidine

5-methyl-1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione

5-methyl-1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
In pyridine at 20℃; for 24h;98%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

thymidine
50-89-5

thymidine

1-[(6aS,8R,9aR)-2,2,4,4-tetraisopropyl-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-5-methylpyrimidine-2,4-dione
137174-38-0

1-[(6aS,8R,9aR)-2,2,4,4-tetraisopropyl-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-5-methylpyrimidine-2,4-dione

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;98%
trityl chloride
76-83-5

trityl chloride

thymidine
50-89-5

thymidine

5'-O-tritylthymidine
7791-71-1

5'-O-tritylthymidine

Conditions
ConditionsYield
With pyridine at 20℃; for 21.5h;97.1%
In pyridine at 20℃; for 48h;92%
With pyridine at 100℃; for 0.5h;91%
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

thymidine
50-89-5

thymidine

5'-O-(4-4'-dimethoxytrityl)thymidine
40615-39-2

5'-O-(4-4'-dimethoxytrityl)thymidine

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 5h;97%
With pyridine; dmap at 20℃; for 24h;96%
With pyridine at 20℃; for 12h;96%
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

thymidine
50-89-5

thymidine

3',5'-di-O-toluoylthymidine
4449-39-2

3',5'-di-O-toluoylthymidine

Conditions
ConditionsYield
With pyridine for 3h; Ambient temperature;97%
With pyridine at 20℃; for 1h;96%
at 0 - 55℃;
With dmap In dichloromethane
3,4,5,6-tetrachlorophthalimide
1571-13-7

3,4,5,6-tetrachlorophthalimide

thymidine
50-89-5

thymidine

4,5,6,7-Tetrachloro-2-[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-isoindole-1,3-dione
210490-66-7

4,5,6,7-Tetrachloro-2-[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Mitsunobu reaction;97%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran97%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran97%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 0.25h;

Thymidine Chemical Properties

Molecular structure of Thymidine (CAS NO.50-89-5) is:

Product Name: Thymidine
CAS Registry Number: 50-89-5
IUPAC Name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Molecular Weight: 242.22856 [g/mol]
Molecular Formula: C10H14N2O5
XLogP3: -1.2
H-Bond Donor: 3
H-Bond Acceptor: 5
Melting Point: 186-188 °C(lit.)
Refractive index: 33 ° (C=1, 1mol/L NaOH)
Storage temp.: 0-6°C
Water Solubility: Soluble
Stability: Stable. Incompatible with strong oxidizing agents. 
Surface Tension: 62.2 dyne/cm
Density: 1.452 g/cm3
Product Categories: Fine Chemical & Intermediates; Pyridines, Pyrimidines, Purines and Pteredines; chiral; API intermediates; Zidovudine; Stavudine; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Anti-virals; Bases & Related Reagents; Carbohydrates & Derivatives; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals; Miscellaneous Specialties

Thymidine Uses

In cell biology, Thymidine (CAS NO.50-89-5) is used to synchronize the cells in S phase. It is commonly used in cell proliferation assays. It is used as pharmaceutical intermediates, it is used for synthesis of antiviral and anti-HIV drugs.

Thymidine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2512mg/kg (2512mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Journal of Pharmacology and Experimental Therapeutics. Vol. 207, Pg. 504, 1978.

Thymidine Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Thymidine Safety Profile

Safty information about Thymidine (CAS NO.50-89-5) is:
Moderately toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: IrritantXi 
Risk Statements: 20/21/22-40-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed  
R40: Limited evidence of a carcinogenic effect  
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements  22-24/25-37/39-26
S22:  Do not breathe dust 
S24/25: Avoid contact with skin and eyes
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
F 10: Keep under argon.
WGK Germany: 3
RTECS: XP2071000

Thymidine Specification

 Thymidine , its cas register number is 50-89-5. It also can be called 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione ; 2'-Deoxythymidine ; 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-methyl- ; 5-Methyl-2'-deoxyuridine ; 5-Methyldeoxyuridine ; 5-Methyldeoxyurindine ; AI3-52267 ; CCRIS 1283 ; DThyd ; Deoxythymidine ; NSC 21548 ; Thymidin ; Thymidine ; Thymine-2-deoxyriboside ; Thymine-2-desoxyriboside ; Thyminedeoxyriboside ; UNII-VC2W18DGKR ; Uridine, 2'-deoxy-5-methyl-beta-D-Ribofuranoside, thymine-1 2-deoxy- ; dT . It is a white crystalline powder.

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